ES2144357B1 - PROCEDURE FOR OBTAINING THE SOMATOSTATINA OCTREOTIDE ANALOG. - Google Patents

PROCEDURE FOR OBTAINING THE SOMATOSTATINA OCTREOTIDE ANALOG.

Info

Publication number
ES2144357B1
ES2144357B1 ES009800162A ES9800162A ES2144357B1 ES 2144357 B1 ES2144357 B1 ES 2144357B1 ES 009800162 A ES009800162 A ES 009800162A ES 9800162 A ES9800162 A ES 9800162A ES 2144357 B1 ES2144357 B1 ES 2144357B1
Authority
ES
Spain
Prior art keywords
procedure
obtaining
octreotide
peptide
trt
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
ES009800162A
Other languages
Spanish (es)
Other versions
ES2144357A1 (en
Inventor
Obiols Berta Ponsati
Farres Gemma Jodas
Poblet Marc Canas
Rodriguez Francisco J Clemente
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BCN Peptides SA
Original Assignee
Lipotec SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lipotec SA filed Critical Lipotec SA
Priority to ES009800162A priority Critical patent/ES2144357B1/en
Priority to ES99500012T priority patent/ES2217717T3/en
Priority to DE69915160T priority patent/DE69915160T2/en
Priority to EP99500012A priority patent/EP0953577B1/en
Priority to US09/240,145 priority patent/US6346601B1/en
Publication of ES2144357A1 publication Critical patent/ES2144357A1/en
Application granted granted Critical
Publication of ES2144357B1 publication Critical patent/ES2144357B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/575—Hormones
    • C07K14/655—Somatostatins
    • C07K14/6555—Somatostatins at least 1 amino acid in D-form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Toxicology (AREA)
  • Zoology (AREA)
  • Endocrinology (AREA)
  • Analytical Chemistry (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Procedimiento para la obtención del análogo de somatostatina octreotide por medio de síntesis en fase sólida sobre soportes poliméricos y por intervención de grupos protectores del tipo Fmoc/tBu. Comprende construir el péptido lineal de 7 aminoácidos Boc-D-Phe-Cys(Trt)-Phe-D- Trp-Lys(Boc)Thr(tBu)-Cys(Trt)-Cl-tritil-R en donde R es un polímero; tratar con ácido la peptidil-resina resultante, para el desanclaje del péptido de la resina; ciclar la estructuras lineal obtenida por reacción con yodo antes o después de la incorporación en el extremo carboxi terminal del residuo de treoninol; incorporar el residuo de treoninol en solución sobre el péptido de 7 aminoácidos protegido con o sin el disulfuro formado; y desproteger las cadenas laterales con ácido para obtener octreotide.Procedure for obtaining the somatostatin octreotide analog by means of solid phase synthesis on polymeric supports and by intervention of protective groups of the Fmoc / tBu type. It comprises constructing the linear 7 amino acid peptide Boc-D-Phe-Cys (Trt) -Phe-D- Trp-Lys (Boc) Thr (tBu) -Cys (Trt) -Cl-trityl-R where R is a polymer ; acid treating the resulting peptidyl-resin, for de-anchoring the peptide from the resin; cycling the linear structures obtained by reaction with iodine before or after the incorporation in the carboxy terminal end of the threoninol residue; incorporate the threoninol residue in solution on the protected 7 amino acid peptide with or without the disulfide formed; and deprotecting the side chains with acid to obtain octreotide.

ES009800162A 1998-01-29 1998-01-29 PROCEDURE FOR OBTAINING THE SOMATOSTATINA OCTREOTIDE ANALOG. Expired - Lifetime ES2144357B1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
ES009800162A ES2144357B1 (en) 1998-01-29 1998-01-29 PROCEDURE FOR OBTAINING THE SOMATOSTATINA OCTREOTIDE ANALOG.
ES99500012T ES2217717T3 (en) 1998-01-29 1999-01-27 PROCEDURE FOR OBTAINING THE OCTREOTIDE SOMATOSTATINE ANALOG.
DE69915160T DE69915160T2 (en) 1998-01-29 1999-01-27 Process for the preparation of the somatostatin analog octreotide
EP99500012A EP0953577B1 (en) 1998-01-29 1999-01-27 Procedure for obtaining the somatostatin analog, octreotide
US09/240,145 US6346601B1 (en) 1998-01-29 1999-01-29 Procedure for obtaining the somatostatin analog, octreotide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES009800162A ES2144357B1 (en) 1998-01-29 1998-01-29 PROCEDURE FOR OBTAINING THE SOMATOSTATINA OCTREOTIDE ANALOG.

Publications (2)

Publication Number Publication Date
ES2144357A1 ES2144357A1 (en) 2000-06-01
ES2144357B1 true ES2144357B1 (en) 2000-12-16

Family

ID=8302556

Family Applications (2)

Application Number Title Priority Date Filing Date
ES009800162A Expired - Lifetime ES2144357B1 (en) 1998-01-29 1998-01-29 PROCEDURE FOR OBTAINING THE SOMATOSTATINA OCTREOTIDE ANALOG.
ES99500012T Expired - Lifetime ES2217717T3 (en) 1998-01-29 1999-01-27 PROCEDURE FOR OBTAINING THE OCTREOTIDE SOMATOSTATINE ANALOG.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES99500012T Expired - Lifetime ES2217717T3 (en) 1998-01-29 1999-01-27 PROCEDURE FOR OBTAINING THE OCTREOTIDE SOMATOSTATINE ANALOG.

Country Status (4)

Country Link
US (1) US6346601B1 (en)
EP (1) EP0953577B1 (en)
DE (1) DE69915160T2 (en)
ES (2) ES2144357B1 (en)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6476186B1 (en) * 2000-05-23 2002-11-05 Institute Of Nuclear Energy Research Process for preparing octreotide and derivatives thereof
US7189856B2 (en) * 2001-12-28 2007-03-13 Gideon Shapiro Non-peptide somatostatin receptor ligands
DK1480998T3 (en) * 2002-02-27 2007-03-26 Ferring Bv Intermediates and Methods for Preparing Heptapeptide Oxytocin Analogs
US6987167B2 (en) 2002-05-22 2006-01-17 Wockhardt Limited Process for production of the somatostatin analog, octreotide
CN100338090C (en) * 2002-12-17 2007-09-19 常州市第四制药厂有限公司 Somatostatin full-synthesis method
ES2237356T3 (en) * 2003-04-07 2007-04-01 Novetide Ltd. PROCEDURE FOR THE PRODUCTION OF CYCLIC PEPTIDES.
CA2458084A1 (en) * 2004-03-12 2005-09-12 Dalton Chemical Laboratories Inc. Novel process for octreotide synthesis
KR100998175B1 (en) 2008-05-30 2010-12-03 애니젠 주식회사 Process for the Preparation of Somatostatin
TWI394585B (en) * 2008-07-25 2013-05-01 Iner Aec Executive Yuan The magnetic fluid used for the development or treatment of peptides
WO2010089757A2 (en) 2008-11-07 2010-08-12 Usv Limited An improved process for synthesis of cyclic octapeptide
US20140296144A1 (en) 2011-09-30 2014-10-02 Mylan Laboratories, Ltd. Process for the preparation of octreotide acetate
WO2013132505A1 (en) 2012-03-09 2013-09-12 Natco Pharma Limited Improved process for preparation of octreotide by solution phase peptide synthesis
CN112500450A (en) * 2019-09-16 2021-03-16 翰宇药业（武汉）有限公司 Synthetic method of octreotide
CN112778400A (en) * 2021-02-05 2021-05-11 合肥科生景肽生物科技有限公司 Preparation method of octreotide

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE2512T1 (en) * 1979-11-27 1983-03-15 Sandoz Ag POLYPEPTIDES, PROCESSES FOR THEIR PRODUCTION, PHARMACEUTICAL COMPOSITIONS CONTAINING THESE POLYPEPTIDES AND THEIR USE.
EP0824103A1 (en) * 1996-08-13 1998-02-18 Chang-Shinn Su Method for synthesis of Tyr-3-octreotide

Also Published As

Publication number Publication date
DE69915160D1 (en) 2004-04-08
EP0953577B1 (en) 2004-03-03
US6346601B1 (en) 2002-02-12
DE69915160T2 (en) 2005-01-20
ES2144357A1 (en) 2000-06-01
ES2217717T3 (en) 2004-11-01
EP0953577A1 (en) 1999-11-03

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